title: Study of host-guest interactions in benzodiazacoronands by means of solid state NMR spectroscopy, X-ray diffraction and quantum mechanical computations.
abstract: In this work we present solid state data for five host-guest complexes formed by N-(4,19-dioxo-2,8,15,21-tetraoxa-5,18-diazatricyclohexacosa-1(25),9(14),10,12,22(26),23-hexaen-26-yl)-benzamide (1) belonging to the group of benzodiazacoronands, achiral compounds for which chiral crystals were found (J. Kalisiak and J. Jurczak, Cryst. Growth Des., 2006, 6, 20). The X-ray structure was resolved for four of them. It was found that 1 crystallizes in P2(1)/c, P1 and P2(1)/n achiral space groups. Differentiation of molecular packing and the presence of guest molecules within the crystal lattice were analyzed with solid state NMR. An attempt was made to correlate changes in (13)C δ(ii) and (15)N δ(ii) chemical shift tensor values, obtained from analysis of spinning sidebands of 1D and 2D (2D PASS) NMR spectra, with changes in the strength of hydrogen bonding. Quantum mechanical DFT GIAO calculations of NMR shielding parameters carried out on structures with coordinates taken from XRD were employed for signals assignment and verification of structural constraints.
authors.affiliation: Centre of Molecular and Macromolecular Studies, Polish Academy of Sciences, Sienkiewicza 112, 90-363 Lodz, Poland.
authors.forename: Katarzyna
authors.initials: K
authors.lastname: Nowicka
authors.forename: Anna
authors.initials: A
authors.lastname: Bujacz
authors.forename: Piotr
authors.initials: P
authors.lastname: Paluch
authors.forename: Adam
authors.initials: A
authors.lastname: Sobczuk
authors.forename: Agata
authors.initials: A
authors.lastname: Jeziorna
authors.forename: Włodzimierz
authors.initials: W
authors.lastname: Ciesielski
authors.forename: Grzegorz D
authors.initials: GD
authors.lastname: Bujacz
authors.forename: Janusz
authors.initials: J
authors.lastname: Jurczak
authors.forename: Marek J
authors.initials: MJ
authors.lastname: Potrzebowski
mesh_terms: D001549:Benzamides / Q000737:chemistry*; D018360:Crystallography, X-Ray; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D008968:Molecular Conformation; D011789:Quantum Theory; D013237:Stereoisomerism
chemical_list: D001549:Benzamides; C559597:N-(4,19-dioxo-2,8,15,21-tetraoxa-5,18-diazatricyclohexacosa-1(25),9(14),10,12,22(26),23-hexaen-26-yl)-benzamide